Polymer, Coating Composition Comprising Same, and Organic Light-Emitting Device Using Same
a technology of coating composition and polymer, which is applied in the direction of luminescent composition, coating, chemistry apparatus and processes, etc., can solve the problems of easy crystallization, difficult use of organic light-emitting devices requiring high current, and easy manufacturing of organic light-emitting devices with high efficiency and long lifetime, etc., to achieve high light-emitting efficiency and long-life properties, low driving voltage, and high solubility
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Preparation Example 1. Synthesis of Compound A
[0187](1) Synthesis of Intermediate 3
[0188]Synthesis of Intermediate 2: After introducing 2,7-dibromo-9-fluorenone (1) (20.2 g, 60 mmol) to a flask and dissolving in anhydrous tetrahydrofuran (200 mL), the flask was placed in an ice water bath. Phenylmagnesium bromide (3 M in ether, 30 mL, 90 mmol) was slowly introduced thereto, and the result was stirred for 1 hour at 0° C. The reaction was stopped using NH4Cl (aq), and the result was extracted with diethyl ether and water. After collecting the organic layer, the organic layer was dried using MgSO4 and filtered. The filtrate was dried using a vacuum rotary evaporator to remove the organic solvent, and the residue was column purified to obtain Intermediate 2 (20 g, 80% yield).
[0189]Synthesis of Intermediate 3: Intermediate 2 (16.6 g, 40 mmol), phenol (18.8 g, 200 mmol) and methanesulfonic acid (57 mL) were introduced to a round bottom flask, and stirred for 3 hours at 50° C. After the re...
preparation example 2
B and Compound C
[0198](1) Synthesis of Intermediate 6
[0199]After introducing Intermediate 3 (4.9 g, 10 mmol), 4-nitrobenzaldehyde (3 g, 20 mmol), Cu(OAc)2 (91 mg, 0.5 mmol) and Cs2CO3 (6.5 g, 20 mmol) to a round bottom flask, dimethylformamide (DMF) (50 mL) was introduced thereto. The result was stirred for 4 hours at 100° C. The result was cooled to room temperature, and then extracted with ethyl acetate and water. After collecting the organic layer, the organic layer was dried using MgSO4 and filtered. The filtrate was dried using a vacuum rotary evaporator to remove the organic solvent, and the residue was column purified to obtain Intermediate 6 (5.8 g, 98% yield).
[0200](2) Synthesis of Intermediate 7
[0201]Intermediate 6 (2.4 g, 4 mmol) was introduced to a round bottom flask, and dissolved in methanol (MeOH) (10 mL) and THF (10 mL). To the reaction mixture, sodium borohydride (300 mg, 8 mmol) was added little by little, and the result was stirred for 30 minutes at room temperatu...
preparation example 3
D
[0211](1) Synthesis of Intermediate 10
[0212]After introducing Intermediate 3 (2.46 g, 5 mmol), diphenylamine (2.12 g, 12.5 mmol), Pd(PtBu3)2 (128 mg, 0.25 mmol) and sodium tert-butoxide (NaOtBu) (1.92 g, 20 mmol) to a round bottom flask, inside the flask was substituted with nitrogen. After introducing toluene (25 mL) thereto, the result was stirred for 4 hours at 90° C. After the reaction was terminated, the result was extracted with ethyl acetate and water. After collecting the organic layer, the organic layer was dried using MgSO4 and filtered. The filtrate was dried using a vacuum rotary evaporator to remove the organic solvent, and the residue was column purified to obtain Intermediate 10 (2.5 g, 75% yield).
[0213](2) Synthesis of Intermediate 11
[0214]After introducing Intermediate 10 (1.34 g, 2 mmol), cesium carbonate (652 mg, 2 mmol) and 4-vinylbenzyl chloride (0.34 mL, 2.4 mmol) to a round bottom flask, anhydrous DMF (10 mL) was introduced thereto, and the result was stirred...
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